13957+ Private Villas and Holiday Rentals in Florida Keys |
  1. USA
  2. Florida
  3. Florida Keys

Florida Keys Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Florida Keys

Discover more than 13957 vacation rentals available in Florida Keys. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Florida Keys.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Florida Keys, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Florida Keys. On average, places to stay near Florida Keys offer 928.25 ft², with nightly prices averaging US $579.

With Casai, finding and comparing holiday rentals in Florida Keys is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Florida Keys

Type Count
Vacation Homes 9001
Holiday Apartments 1276
Villas 380
Cottages 281

Use these Quick Filters to Find a Holiday Rental in Florida Keys

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Florida Keys.

Weather in Florida Keys, FL

View the weather forecast for Florida Keys before booking your Florida Keys Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Florida Keys, FL

Casai offers a large selection of top attractions around Florida Keys . Research things to do on your vacation before you visit Florida Keys.


Duval Street
Smathers Beach
Southernmost Point
Mallory Square
South Beach
Sombrero Beach
John Pennekamp Coral Reef State Park
Higgs Beach
Bahia Honda State Park and Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Jimmy Johnson's Big Chill
Dolphin Research Center
Fort Zachary Taylor Historic State Park
Theater of the Sea
Key West Butterfly and Nature Conservatory
Florida Keys Beaches
Seven Mile Bridge
Saddlebunch Keys

Other Places to Stay in Florida Keys, FL


Lower Florida Keys 4,269 Properties
Key West 3,395 Properties
Key West Historic District 2,686 Properties
Old Town 2,641 Properties
Duval Street 1,988 Properties
Marathon 1,618 Properties
Pretty Joe Rock 1,483 Properties
Key Largo 1,355 Properties
Downtown 1,160 Properties
Islamorada 965 Properties
Lower Keys 923 Properties
Upper Matecumbe Key 863 Properties

Frequently Asked Questions About Florida Keys?

What are the top holiday rentals in Florida Keys?

With numerous options available in Florida Keys, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Florida Keys:

How many holiday rentals have private pools in Florida Keys?

Discover a selection of holiday rentals with private pools near Florida Keys with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Florida Keys are best for families?

If you're searching for a family-friendly holiday home in Florida Keys, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Florida Keys:

How many Casai.com holiday rentals are available in Florida Keys?

As of 2025, Casai boasts over 13957 properties listed in the Florida Keys area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Florida Keys.

Nearby Neighborhood (16) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Florida 2686
Old Town Vacation Rentals in Florida 2641
Downtown Vacation Rentals in Florida 1160
Uptown - Upper Duval Vacation Rentals in Florida 828
Historic Seaport Vacation Rentals in Florida 414
Truman Annex Vacation Rentals in Florida 369
New Town Vacation Rentals in Florida 120
Bahama Village Vacation Rentals in Florida 105
Key Largo Village Vacation Rentals in Florida 47
Little Venice Vacation Rentals in Florida 47
Indigo Reef Marina Homes Vacation Rentals in Florida 45
Venetian Shores Vacation Rentals in Florida 42
Lower Matecumbe Beach Vacation Rentals in Florida 25
Coral Lagoon Vacation Rentals in Florida 1115
White Marlin Beach Vacation Rentals in Florida 347
Pirates Cove Vacation Rentals in Florida 1222

People Also Ask

There are 13957 Florida Keys, FL Holiday Rentals

Recently Booked Holiday Rentals in Florida Keys